تفاعل #1253772

ord-fd67759abe13431a88fee9623ab9e8d6

معادلة التفاعل

O=Cc1ccc(-c2ccc(Cl)cc2)cc1
4′-chlorobiphenyl-4-carboxaldehyde
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccccc12
(−)-Cinchonidine
CCO
EtOH
O=Cc1ccc(-c2ccccc2)cc1
biphenyl-4-carboxaldehyde
O=C1OC(c2ccc(-c3ccccc3)cc2)C(O)=C1O
5-[(1,1′-biphenyl)-4-yl]-3,4-dihydroxy-2(5H)-furanone

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Solvents were of commercial quality and were used as received. (−)-Cinchonidine {96%; [α]23=−109.2° (c=1.5; EtOH)} was purchased from Aldrich Chemical and used as such. 5-[(1,1′-biphenyl)-4-yl]-3,4-dihydroxy-2(5H)-furanone and 5-[(4′-chloro-1,1′-biphenyl)-4-yl]-3,4-dihydroxy-2(5H)-furanone were prepared according to Dahn's method 1,2,3,4,5 starting, respectively, from biphenyl-4-carboxaldehyde and 4′-chlorobiphenyl-4-carboxaldehyde 6.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06613919B2uspto-grants-2003_09